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SBR00020

Sigma-Aldrich

Zearalenone Ready Made Solution

1 mg/mL in DMSO

Synonym(s):

(3S,11E)-3,4,5,6,9,10-hexahydro-14,16-dihydroxy-3-methyl-,1H-2-benzoxacyclotetradecin-1,7(8H)-dione, F-2 toxin

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About This Item

Empirical Formula (Hill Notation):
C18H22O5
CAS Number:
17924-92-4
Molecular Weight:
318.36
MDL number:
MFCD00133085
UNSPSC Code:
85151701
NACRES:
NA.28

form

liquid

concentration

1 mg/mL in DMSO

storage temp.

−20°C

SMILES string

O1[C@H](CCCC(=O)CCC\C=C\c2c(c(cc(c2)O)O)C1=O)C

InChI

1S/C18H22O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,20-21H,2,4-6,8-9H2,1H3/b7-3+/t12-/m0/s1

InChI key

MBMQEIFVQACCCH-QBODLPLBSA-N

Biochem/physiol Actions

Zearalenone, a fungal mycotoxin produced by Fusarium graminearum, binds estrogen receptor (ER) causing conformational alteration to the receptor. Zearalenone is a common contaminant in cereal grain used for animal and human food. It exerts an estrogenic activity that modulates/disrupts endocrine function in animals and possibly humans. Furthermore, zearalenone was found to act as an immune-toxic compound, which can cause food consumption reduction in rats.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
038M4175V
11180138

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Hitomi Takemura et al.
The Journal of steroid biochemistry and molecular biology, 103(2), 170-177 (2006-11-14)
In the present study, we compared the estrogenic activity of zearalenone (ZEN) and zeranol (ZOL) by determining their relative receptor binding affinities for human ERalpha and ERbeta and also by determining their uterotropic activity in ovariectomized female mice. ZOL displayed
Isis M Hueza et al.
Toxins, 6(3), 1080-1095 (2014-03-19)
The aim of this study was to assess the toxic effects of zearalenone (ZEA) on the immune function. Ovariectomised rats were treated daily by gavage with 3.0 mg/kg of ZEA for 28 days. Body weight gain, food consumption, haemotological parameters
Karolina Kowalska et al.
Environmental toxicology and pharmacology, 48, 141-149 (2016-10-25)
Zearalenone (ZEA), a fungal mycotoxin, is present in a wide range of human foods. Many animal studies have found ZEA to possess a disruptive effect on the hormonal balance, mainly due to its similarity to naturally-occurring estrogens. With increasing consciousness

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